| 1. Jornada | 14.07.2019 | Club San José | - | Club Aurora | 3:0 | ||||
| 2. Jornada | 21.07.2019 | The Strongest | - | Club San José | 1:1 |  |
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| 3. Jornada | 25.07.2019 | Club San José | - | Nacional Potosí | 2:1 | ||||
| 4. Jornada | 28.07.2019 | Sport Boys Warnes | - | Club San José | 1:1 | ||||
| 6. Jornada | 09.08.2019 | Oriente Petrolero | - | Club San José | 1:0 | |
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| 7. Jornada | 11.08.2019 | Club San José | - | Jorge Wilstermann | 1:2 | ||||
| 15. Jornada | 06.10.2019 | Club San José | - | The Strongest | 2:0 | ||||
| 16. Jornada | 19.10.2019 | Nacional Potosí | - | Club San José | 1:1 | ||||
| 18. Jornada | 03.12.2019 | Royal Pari | - | Club San José | 0:1 | ||||
| 19. Jornada | 06.12.2019 | Club San José | - | Oriente Petrolero | 3:1 | |
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| 21. Jornada | 12.12.2019 | Club San José | - | Bolívar | 2:2 | |
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| 24. Jornada | 21.12.2019 | Destroyers | - | Club San José | 4:2 | |
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| 25. Jornada | 25.12.2019 | Club San José | - | Blooming | 4:0 | ||||
| 26. Jornada | 28.12.2019 | Club San José | - | CD Guabirá | 2:1 |  |
Colombia